A Self-Guided Tour of Downtown Sarasota’s 1920s Landmarks
Sarasota’s skyline may continue to evolve, but the heart of the city still holds remarkable treasures from a transformative decade — the Roaring 1920s. From grand theaters and civic buildings to Mediterranean Revival residences and historic bungalows, these preserved landmarks tell the story of Sarasota’s early boom years and enduring architectural vision.
Perfect for a leisurely afternoon walk, this self-guided tour invites residents and visitors alike to experience downtown Sarasota through the lens of its past — where culture, community, and craftsmanship came together to shape the city we know today. While many buildings are best admired from the exterior, several welcome visitors inside at no cost, offering a deeper connection to Sarasota’s architectural and cultural heritage.
Downtown Gems — Must-See Stops
Sarasota Opera House (1926)
61 North Pineapple Avenue, Sarasota, FL 34236
Originally known as the Edwards Theatre, the Sarasota Opera House remains a cultural anchor for downtown Sarasota. The lobby is sometimes accessible during box office hours at no charge, while full interior access typically requires a performance ticket or special event.
Sarasota Times Building (1925)
1216 First Street, Sarasota, FL 34236
The original home of The Sarasota Times, this Mediterranean Revival building now houses Sage Restaurant. While interior access is limited to diners, the exterior remains one of downtown’s defining architectural features.
Palm Tree Playhouse (1927)
1539 First Street, Sarasota, FL 34236
Once a lively performance venue, this historic theater is now part of Florida Studio Theatre. Lobby access may be available during daytime hours, though performance spaces generally require a ticket.
Payne Chapel AME Church (1925)
513 Central Avenue, Sarasota, FL 34236
Built for the African Methodist Episcopal congregation, Payne Chapel played a vital role in Sarasota’s African American community. Today it houses Sarasota Magazine offices and is typically open to visitors during weekday business hours at no cost.
Ace Theatre (1925)
1445 2nd Street, Sarasota, FL 34236
Originally an open-air cinema, the Ace Theatre later received a roof and architectural enhancements. The interior is not open to the public, but the façade remains a nostalgic reminder of Sarasota’s early entertainment scene.
Frances Carlton Apartments (1924)
1224 North Tamiami Trail, Sarasota, FL 34236
This three-story Mediterranean Revival apartment building has been thoughtfully converted into condominiums. As a private residence, it is best admired from the exterior.
Orange Blossom Hotel (1926)
138 North Orange Avenue, Sarasota, FL 34236
A striking Neoclassical landmark that survived the collapse of the Florida land boom, the Orange Blossom Hotel now stands as a private condominium building.
Burns Court Historic District (1924–1925)
Burns Court, Sarasota, FL 34236
Developed by Owen Burns, this pedestrian-friendly enclave of Mediterranean Revival bungalows offers a charming glimpse into early Sarasota residential design. Streets and courtyards are freely accessible, though individual homes are private.
Sarasota County Courthouse (1927)
2000 Main Street, Sarasota, FL 34237
Built on land donated by Charles Ringling, this Spanish Mediterranean Revival courthouse remains a civic centerpiece. As a public building, it is open to visitors during weekday hours at no charge, with standard security screening.
